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Hailey

$191+ Cheap flights from Portland to Hailey (PDX - SUN)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/30. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SUN
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Portland to Hailey

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Hailey (SUN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 17, 2025.

Round-trip from

$362
(Hawaiian Airlines)

One-way from

$191
(Alaska Airlines)

Popular in

April

Cheapest in

May

Average price

$537
From Portland to Hailey Sun Valley-Friedman
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One-way flight from Portland to Hailey Sun Valley-Friedman
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High demand for flights, 4% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Portland to Hailey

Cheapest flights from Portland to Hailey
Explore the most affordable flight options available from Portland to Hailey. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Alaska Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/197:02 amPDX - SUN
2 stops25h 33mAlaska Airlines
Fri 11/2110:19 amSUN - PDX
2 stops8h 58mAlaska Airlines
Deal found 9/16$387
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/305:30 amPDX - SUN
1 stop5h 28mDelta
Sat 10/412:38 pmSUN - PDX
1 stop4h 37mDelta
Deal found 9/15$453
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/115:00 pmPDX - SUN
1 stop3h 53mDelta
Tue 10/143:23 pmSUN - PDX
1 stop3h 46mDelta
Deal found 9/15$530
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/113:50 pmPDX - SUN
2 stops20h 09mUnited Airlines
Tue 10/147:00 amSUN - PDX
2 stops30h 42mUnited Airlines
Deal found 9/15$600
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/193:54 pmPDX - SUN
2 stops20h 46mUnited Airlines
Fri 11/212:43 pmSUN - PDX
3 stops35h 03mUnited Airlines
Deal found 9/16$632

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Hailey that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
Use the filters below to find and compare flights from Portland to Hailey that are best for you.

Fly from

Portland

Fly to

Hailey

Route

Depart

Return

Price

PortlandHailey

PDX - SUN

PDXSUN

Portland

Wed 11/19

7:02 am-9:35 am

2 stops25h 33m

Hailey Sun Valley-Friedman

Fri 11/21

10:19 am-6:17 pm

2 stops8h 58m

$387

PortlandHailey

PDX - SUN

PDXSUN

Portland

Tue 9/30

5:30 am-11:58 am

1 stop5h 28m

Hailey Sun Valley-Friedman

Sat 10/4

12:38 pm-4:15 pm

1 stop4h 37m

$453

PortlandHailey

PDX - SUN

PDXSUN

Portland

Sat 10/11

5:00 pm-9:53 pm

1 stop3h 53m

Hailey Sun Valley-Friedman

Tue 10/14

3:23 pm-6:09 pm

1 stop3h 46m

$530

PortlandHailey

PDX - SUN

PDXSUN

Portland

Sat 10/11

3:50 pm-12:59 pm

2 stops20h 09m

Hailey Sun Valley-Friedman

Tue 10/14

7:00 am-12:42 pm

2 stops30h 42m

$600

PortlandHailey

PDX - SUN

PDXSUN

Portland

Wed 11/19

3:54 pm-1:40 pm

2 stops20h 46m

Hailey Sun Valley-Friedman

Fri 11/21

2:43 pm-12:46 am

3 stops35h 03m

$632

PortlandHailey

PDX - SUN

PDXSUN

Portland

Tue 12/30

1:51 pm-6:44 pm

1 stop3h 53m

$191

PortlandHailey

PDX - SUN

PDXSUN

Portland

Sun 12/28

5:20 am-12:55 pm

1 stop6h 35m

$192

PortlandHailey

PDX - SUN

PDXSUN

Portland

Mon 12/29

5:20 am-12:55 pm

1 stop6h 35m

$192

PortlandHailey

PDX - SUN

PDXSUN

Portland

Sun 11/23

5:30 pm-9:37 am

2 stops15h 07m

$279

PortlandHailey

PDX - SUN

PDXSUN

Portland

Mon 12/29

9:45 pm-2:11 pm

3 stops39h 26m

$537

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 13 results
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Best time to book a flight from Portland to Hailey

Have a flexible travel schedule? Discover the best time to fly to Hailey from Portland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Portland to Hailey

What is the cheapest month to book a flight from Portland to Hailey?

Currently, April is the cheapest month in which you can book a flight from Portland to Hailey (average of $471). Flying from Portland to Hailey in December is currently the most expensive (average of $608). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Hailey

Get insights into the airlines that provide service to Hailey. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Hailey. Reviews last updated September 17, 2025.
Read through reviews of airlines operating flights from Portland to Hailey, such as Alaska Airlines and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
8.0
Very good
7,961 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

Related info for your journey

Find useful and relevant information for your journey from Portland to Hailey. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Portland to Hailey?

    For as low as $453, Alaska Airlines can have you in Hailey from Portland in 5h 28m. The distance between Portland and Hailey is about 433 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Portland to Hailey round-trip?

    According to our current data, Alaska Airlines ($296), and Delta ($358) offers the cheapest pricing from Portland to Hailey. Alaska Airlines is currently priced 43% below the average price you’ll pay for this route.

  • Can I find deals for flights from Portland to Hailey that include hotel bookings?

    Yes. In addition to deals on Portland to Hailey flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Hailey?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Hailey.

  • Can I find deals for business class flights from Portland to Hailey?

    Yes. Cheapflights offers flight deals from Portland to Hailey by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland to Hailey?

    Currently, April is the cheapest month in which you can book a flight from Portland to Hailey (average of $471). Flying from Portland to Hailey in December is currently the most expensive (average of $608). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Hailey?

Book flights to Hailey if you plan to visit one of these locations
Stanley

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Top 2 airlines flying from Portland to Hailey

Discover the top 2 airlines that operate flights from Portland to Hailey. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$296Average$502FlexibilityNo cancel feeOn-time75%
DeltaCheapest$358Average$510FlexibilityNo cancel feeOn-timeN/A

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